Dibutyltin oxide → HCID 178419979, compound

HRID 1360156Notes

Reaction equation

HRID 1360156 reaction equation
[CH:1]1[N:2]=[CH:3][N:4]2[CH:9]([C:10]3[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=3)[CH2:8][O:7][CH2:6][C:5]=12.C([Sn](=O)CCCC)CCC.C[Si]([N:32]=[N+:33]=[N-:34])(C)C>C1(C)C=CC=CC=1>[NH:32]1[C:14]([C:13]2[CH:16]=[CH:17][C:10]([CH:9]3[CH2:8][O:7][CH2:6][C:5]4=[CH:1][N:2]=[CH:3][N:4]34)=[CH:11][CH:12]=2)=[N:15][N:34]=[N:33]1

Participants

5

Reactant 3

HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 167527064-(5,6-Dihydro-8H-imidazo[5,1-c][1,4]oxazin-5-yl)benzonitrile

Product 1

HCID 178419979HCID 178419979, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
125 °C

Procedure

A solution of 0.17 mmol of 4-(5,6-dihydro-8H-imidazo[5,1-c][1,4]oxazin-5-yl)benzonitrile (Example 1) and 0.017 nimbi of dibutyltin oxide in 4.6 ml of toluene is mixed with 3.34 mmol of trimethylsilyl azide. The reaction mixture is heated at 125° C. overnight. It is cooled to room temperature and evaporated. The title compound is identified from the residue on the basis of the Rf by flash chromatography (SiO2 60F).

Workup

  1. temperatureIt is cooled to room temperature
  2. customevaporated

Sources & evidence

ORD record
ord-4c95e37d77e947928ecb0ccd37490fa9
Source dataset
uspto-grants-2011_02
Patent number
US07879847B2

Reaction notes

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